VILAZODONE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C26H27N5O2
Molecular Weight	441.5249
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of VILAZODONE

Structure Search

SMILES

NC(=O)C1=CC2=C(O1)C=CC(=C2)N3CCN(CCCCC4=CNC5=CC=C(C=C45)C#N)CC3

InChI

InChIKey=SGEGOXDYSFKCPT-UHFFFAOYSA-N

InChI=1S/C26H27N5O2/c27-16-18-4-6-23-22(13-18)19(17-29-23)3-1-2-8-30-9-11-31(12-10-30)21-5-7-24-20(14-21)15-25(33-24)26(28)32/h4-7,13-15,17,29H,1-3,8-12H2,(H2,28,32)

HIDE SMILES / InChI

Molecular Formula	C26H27N5O2
Molecular Weight	441.5249
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:47:34 UTC 2023` Edited by `admin` on `Fri Dec 15 15:47:34 UTC 2023`
Record UNII	S239O2OOV3
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

VILAZODONE

Official Name

English

VILAZODONE [MI]

Common Name

English

EMD-515259

Code

English

2-BENZOFURANCARBOXAMIDE, 5-(4-(4-(5-CYANO-1H-INDOL-3-YL)BUTYL)-1-PIPERAZINYL)-

Systematic Name

English

5-{4-[4-(5-Cyano-1H-indol-3-yl)butyl]piperazin-1-yl}benzofuran-2-carboxamide

Systematic Name

English

VILAZODONE [MART.]

Common Name

English

vilazodone [INN]

Common Name

English

EMD 515259

Code

English

VILAZODONE [VANDF]

Common Name

English

EMD 68843 BASE

Code

English

5-(4-(4-(5-CYANOINDOL-3-YL)BUTYL)-1-PIPERAZINYL)-2-BENZOFURANCARBOXAMIDE

Systematic Name

English

Vilazodone [WHO-DD]

Common Name

English

VILAZODONE [USAN]

Common Name

English

EMD-68843 BASE

Common Name

English

EMD-68-843

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C265

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

WHO-ATC

N06AX24

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

LIVERTOX

NBK548223

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

WHO-VATC

QN06AX24

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

Code System Code Type Description

RXCUI

1086769

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

RxNorm

FDA UNII

S239O2OOV3

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

CHEBI

70707

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

HSDB

8197

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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ChEMBL

CHEMBL439849

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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EVMPD

SUB32166

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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MERCK INDEX

m11446

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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Merck Index

MESH

C494040

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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DRUG BANK

DB06684

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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CAS

163521-12-8

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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DAILYMED

S239O2OOV3

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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SMS_ID

100000124411

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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PUBCHEM

6918314

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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LACTMED

Vilazodone

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

IUPHAR

7427

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

INN

7638

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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WIKIPEDIA

VILAZODONE

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

USAN

WW-101

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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EPA CompTox

DTXSID80870086

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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NCI_THESAURUS

C90716

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

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DRUG CENTRAL

4223

Created by admin on Fri Dec 15 15:47:34 UTC 2023 , Edited by admin on Fri Dec 15 15:47:34 UTC 2023

PRIMARY

Related Record Type Details


					U8HTX2GK8J

VILAZODONE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INHIBITOR

Comments:

In vitro studies have shown that vilazodone is a moderate inhibitor of CYP2C19 and CYP2D6


					HPN66MJEK8

LIVER CARBOXYLESTERASE 1

METABOLIC ENZYME -> SUBSTRATE

Amount:


					UKK18ES9TF

5-HYDROXYTRYPTAMINE RECEPTOR 1A

TARGET->PARTIAL AGONIST


					S239O2OOV3

EXCRETED UNCHANGED

Qualification:

FECAL; URINE

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MINOR


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MINOR


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> INHIBITOR

Comments:

In vitro studies have shown that vilazodone is a moderate inhibitor of CYP2C19 and CYP2D6

Related Record Type Details


					GQ8438GYV2

.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 3-(4-(4-(2-(AMINOCARBONYL)-2,3-DIHYDRO-5-BENZOFURANYL)-1-PIPERAZINYL)BUTYL)-5-CYANO-2,3-DIHYDRO-1H-INDOL-6-YL

METABOLITE -> PARENT


					93K783WZV4

VILAZODONE CARBOXYLIC ACID

METABOLITE INACTIVE -> PARENT


					KKF86UJV6B

2-BENZOFURANCARBOXAMIDE, 5-(4-(4-(5-CYANO-6-HYDROXY-1H-INDOL-3-YL)BUTYL)-1-PIPERAZINYL)-

METABOLITE -> PARENT


					MXN9CL1PY0

5-CYANOINDOLE-3-BUTANOIC ACID

METABOLITE -> PARENT


					P52I919AZ6

5-(4-(4-(5-CYANO-1H-INDOL-3-YL)-4-HYDROXY-BUTYL)PIPERAZIN-1-YL)BENZOFURAN-2-CARBOXAMIDE

METABOLITE -> PARENT

Amount:


					A4V3DTD263

5-(4-(4-(5-CYANO-6,7-DIHYDROXY-6,7-DIHYDRO-1H-INDOL-3-YL)BUTYL)PIPERAZIN-1-YL)BENZOFURAN-2-CARBOXAMIDE

METABOLITE -> PARENT

Related Record Type Details


					S239O2OOV3

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Volume of Distribution	PHARMACOKINETIC				IV infusion

Tmax	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC